ulevostinag   Click here for help

GtoPdb Ligand ID: 11972

Synonyms: compound 26 [PMID: 35332774] | MK-1454 | MK1454
Compound class: Synthetic organic
Comment: Ulevostinag (MK-1454) is a small molecule STING agonist that was developed as an anti-tumour agent [1]. It is a cyclic dinucleotide derivative.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 15
Hydrogen bond donors 3
Rotatable bonds 2
Topological polar surface area 345.95
Molecular weight 710.05
XLogP -0.81
No. Lipinski's rules broken 1
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Canonical SMILES Nc1[nH]c(=O)c2c(n1)n(cn2)[C@@H]1O[C@H]2[C@H]([C@H]1O[P@](=O)(S)OC[C@@H]1[C@@H](O[P@@](=O)(OC2)S)[C@@H]([C@@H](O1)n1cnc2c1ncnc2N)F)F
Isomeric SMILES Nc1ncnc2c1ncn2[C@H]1[C@@H](F)[C@@H]2O[P@](=O)(S)OC[C@@H]3[C@H]([C@@H](O[P@@](=O)(OC[C@H]2O1)S)[C@@H](O3)n1c2nc(N)[nH]c(=O)c2nc1)F
InChI InChI=1S/C20H22F2N10O9P2S2/c21-8-6-1-36-42(34,44)40-12-7(39-18(9(12)22)31-4-27-10-14(23)25-3-26-15(10)31)2-37-43(35,45)41-13(8)19(38-6)32-5-28-11-16(32)29-20(24)30-17(11)33/h3-9,12-13,18-19H,1-2H2,(H,34,44)(H,35,45)(H2,23,25,26)(H3,24,29,30,33)/t6-,7-,8-,9+,12-,13-,18-,19-,42-,43-/m1/s1
1. Chang W, Altman MD, Lesburg CA, Perera SA, Piesvaux JA, Schroeder GK, Wyss DF, Cemerski S, Chen Y, DiNunzio E et al.. (2022)
Discovery of MK-1454: A Potent Cyclic Dinucleotide Stimulator of Interferon Genes Agonist for the Treatment of Cancer.
J Med Chem, 65 (7): 5675-5689. [PMID:35332774]